Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H6IN3O2
Tetrakis(triphenylphosphine)palladium(0) (176 mg, 0.152 mmol) was added to a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate (350 mg, 1.25 mmol) and Cul (167 mg, 0.878 mmol) in DMF (8 ml) in a pressure tube. The reaction tube was flushed with nitrogen then CuCN (225 mg, 2.51 mmol) was added. The tube was sealed then heated at 80 C for 4 h. The reaction mixture was allowed to cool to RT, then added onto saturated aq. NaHC03 solution (25 ml) and extracted with EtOAc (3 x 25 ml). The combined organic extracts were washed with brine (25 ml) then dried over MgS04, filtered, then concentrated in vacuo to a pale yellow oil. The crude material was transferred onto a C18 Samplet, dried under vacuum, and then purified by flash column chromatography on silica (25 g). The column was eluted with EtOAc: heptane, increasing the gradient linearly from 12:88 to 100:0 over 10 column volumes. The desired fractions were combined and evaporated to afford the product as a white solid (23 mg, 10%). 1H NMR (250 MHz, CDCI3) delta 8.48 (s, 1 H), 8.1 1 (s, 1 H), 5.85 (s, 1 H), 4.02 (s, 3H). LC/MS (System A): m/z (ESI+) = 179 [MH+], Rt = 0.75 min, UV purity = 100%.
The synthetic route of 1458-16-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan David; HAY, Duncan Alexander; SCHOFIELD, Thomas Beauregard; WENT, Naomi; (111 pag.)WO2017/221008; (2017); A1;,
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